Medium sportive in South East
Find medium sportive near me in South East for 2025/2026 - search by date or place, display on a map or use the advanced search to find your perfect race.
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Click an event for full event details, location, route, sustainability, what's included and how to enter.
- Sun 11 May
- £46.50
- Sun 11 May
- £46.50
RIDE Castle | Classic
The Kent countryside serves up a mixture of quiet villages and beautiful scenery as you ride along quiet lanes. Earn your medal conquering the challenging Classic route!
- Chip timing
- Enter online
- Undulating
- Age 16 & over
- 73 miles road cycling
- Sun 1 Jun
- £30
- Sun 1 Jun
- £30
Hook Norton Brewery Sportive | Half Pint
A social and relaxed cycle over 65km through Oxfordshire countryside from one of the best breweries in the Cotswolds, taking you along the most scenic routes - to finish with a refreshing beer.
- Enter online
- Age 18 & over
- 42 miles road cycling + 870 m ascent
- Sun 1 Jun
- £37.50
- Sun 1 Jun
- £37.50
Hook Norton Brewery Sportive | Full Pint
A social and relaxed cycle over 98km through Oxfordshire countryside from one of the best breweries in the Cotswolds, taking you along the most scenic routes - to finish with a refreshing beer.
- Enter online
- Age 18 & over
- 62 miles road cycling + 1330 m ascent
- Sun 8 Jun
- £37.50
- Sun 8 Jun
- £37.50
Chiltern Valley Winery & Brewery Sportive | Full Pint
Take a social and adventurous 89km ride from a majestic location hidden away on a tiny rural lane in the heart of the valley, with a freshly pulled pint as your reward. Cyclists' bliss.
- Enter online
- Age 18 & over
- 55 miles road cycling + 1365 m ascent
- Tue 24 Jun
- £120
- Tue 24 Jun
- £120
CBRE's Great Property Bike Ride | 71km
The Great Property Bike Ride promises stunning views, camaraderie amongst nearly 800 riders and the opportunity to make a meaningful impact while enjoying an exhilarating cycling experience.
- Enter online
- Fundraising required
- Undulating
- Age 18 & over
- 71 km road cycling + 891 m ascent
- Sat 12 Jul
- £37.50
- Sat 12 Jul
- £37.50
Vale Brewery Sportive | Full Pint
A fantastic cycle 90km through Buckinghamshire from one of the best breweries in the county, along the most scenic routes, to finish with a complimentary beer from the taproom.
- Enter online
- Age 18 & over
- 56 miles road cycling + 632 m ascent
- Sun 10 Aug
- £37.50
- Sun 10 Aug
- £37.50
Renegade Brewery Sportive | Full Pint
Cycle through the Berkshire countryside for 95km from one of the best breweries in the UK, taking you along the most scenic routes to finish with a refreshing, complimentary beer.
- Enter online
- Age 18 & over
- 59 miles road cycling + 1127 m ascent
- Sun 5 Oct
- £38
- Sun 5 Oct
- £38
Palace to Palace Bike Ride | Classic
Cycle with The King's Trust from Buckingham Palace to Windsor Palace for 45 miles, followed by the iconic festival for your medal and to celebrate your huge achievement!
- Chip timing
- Enter online
- GPS tracking
- Fundraising required
- Undulating
- Age 16 & over
- 45 miles road cycling